cheminform abstract: synthesis of enantiopure oxoindolo-quinolizines

2000 fused pyridine derivatives fused pyridine derivatives R 0450 04 - 170 Synthesis of Enantiopure Oxoindolo-quinolizines. — Reaction of chiral tetrahydrocarbolines (I) and (V) with diketene (II) proceeds by introduction of a dioxobutyl group at the pyridine nitrogen atom. Cyclization to (6S)-methoxycarbonyl or (6S)-hydroxymethyl substituted oxoindoloquino- lizines (IV) and (VII), resp., is then achieved under acidic conditions (2M HCl). On similar ways, the (6S)-carboxy and (6S)-carbamoyl analogues are obtained. Screening of their anticancer activity indicates a signiﬁcant inﬂuence of 6-substituent on the biological activity and provides the best results for 6-methoxycarbonyl derivative (IV). — (ZHAO, MING; WANG, CHAO; GUO, MIN; PENG, SHIQI; WINTERFELDT, EKKEHARD; J. Prakt. Chem. 341 (1999) 7, 677-684; Sch. Pharm. Sci., Beijing Med. Univ., Beijing 100083, Peop. Rep. China; EN) 1

Upload: ming-zhao

Post on 06-Jun-2016

215 views

Category:

Documents

0 download

Report

Download

Embed Size (px):

TRANSCRIPT

Page 1: ChemInform Abstract: Synthesis of Enantiopure Oxoindolo-quinolizines

2000 fused pyridine derivatives

fused pyridine derivativesR 0450

04 - 170Synthesis of Enantiopure Oxoindolo-quinolizines. — Reactionof chiral tetrahydrocarbolines (I) and (V) with diketene (II) proceeds byintroduction of a dioxobutyl group at the pyridine nitrogen atom. Cyclizationto (6S)-methoxycarbonyl or (6S)-hydroxymethyl substituted oxoindoloquino-lizines (IV) and (VII), resp., is then achieved under acidic conditions (2MHCl). On similar ways, the (6S)-carboxy and (6S)-carbamoyl analogues areobtained. Screening of their anticancer activity indicates a significant influenceof 6-substituent on the biological activity and provides the best results for6-methoxycarbonyl derivative (IV). — (ZHAO, MING; WANG, CHAO; GUO,MIN; PENG, SHIQI; WINTERFELDT, EKKEHARD; J. Prakt. Chem. 341(1999) 7, 677-684; Sch. Pharm. Sci., Beijing Med. Univ., Beijing 100083, Peop.Rep. China; EN)

Probing the stereoselectivity of P-glycoprotein ... · Probing the stereoselectivity of P-glycoprotein – synthesis, biological activity and ligand docking studies of a set of enantiopure

1 Asymmetric Synthesis of Chiral Sulfoxides - Wiley-VCH … · Asymmetric Synthesis of Chiral Sulfoxides ... see Refs. [2–7]). Enantiopure ... The enantioselective oxidation of

METHODOLOGY Molecularstructuresenumeration and ......Koch et al. J Cheminform Page5of17 changing4bonds,sinceweaimtondminimaltransfor - mations.Letuscall a 13 and a 24 thetwoﬁxedbonds,with

Author's personal copy - COnnecting REpositoriesAuthor's personal copy G. Liciniet al. / CoordinationChemistryReviews255 (2011) 2345 2357 2347 Fig. 2. Dutasta enantiopure hemicryptophane

Sustainable synthesis of enantiopure fluorolactam

Synthesis of enantiopure 1,2-azido and 1,2-amino alcohols

Enantiopure bicyclic lactams: synthesis and biological ... · Bioactivity and asymmetric Synthesis”, Curr. Pharm. Design (thematic issue “Challenging organic syntheses and pharmacological

A Straightforward Synthesis of Enantiopure 2-Cyano azetidines from b-amino alcohols

University of Szeged Faculty of Pharmacydoktori.bibl.u-szeged.hu/9904/1/MegyesiritaThesis-with...Efficient dynamic kinetic resolution method for the synthesis of enantiopure 6-hydroxy-

Enantiopure Indolizinoindolones with in vitro Activity against Blood ... · asites. Here, we describe the design, synthesis, and structure–activi-ty relationship study of enantiopure

7. Strategies for the synthesis of enantiopure … · enantioselective catalysis is introduced paying special attention to ... molecules as catalysts in ... A relevant datum of the

Avhandling011107 - Divakth.diva-portal.org/smash/get/diva2:9059/FULLTEXT01.pdf · 1.1 Asymmetric Catalysis The need for enantiopure compounds is increasing since the pharmaceutical